Chicago Segway Tour: Haunted Crime & The Outfit

Discover Chicago’s Haunted Past on a Segway Tour

The Chicago Segway Tour: Haunted Crime & The Outfit offers a unique way to explore the Windy City’s eerie history. Priced at $75.48 per person, this 2-hour guided tour takes place after sunset, providing a captivating blend of landmark sightseeing and ghostly tales. The tour departs from 300 E Monroe St and features a small group setting with a maximum of 8 participants, ensuring personalized attention.

What sets this experience apart is the focus on Chicago’s most gruesome murders, disasters, and gangster stories, all delivered through engaging storytelling by a costumed guide. The tour also highlights the city’s iconic buildings lit up at night, making it both a historical and visual adventure. While the tour operates in all weather conditions, dressing appropriately is recommended to stay comfortable during the outdoor activities.

Despite some reviews mentioning minor booking issues, the tour consistently earns praise for knowledgeable guides, safe Segway training, and fun ghost stories. It’s an ideal choice for those eager to combine sightseeing with a spooky twist, especially if they enjoy active, small-group experiences.

Key Points

• Price and Duration: $75.48 per person for 2 hours of guided exploration.
• Start Point: Begins at 300 E Monroe St, Chicago, IL 60601.
• Includes: Segway orientation, helmet, and a bag for personal belongings.
• Focus: Stories of death, disaster, ghosts, and gangsters intertwined with iconic Chicago landmarks lit at night.
• Group Size: Limited to 8 travelers, ensuring personalized attention.
• Physical Requirements: Minimum age 12, weight between 100-260 pounds.

The Charm of Nighttime Segway Riding in Chicago

Gliding through Chicago on a self-balancing Segway after dark lends a different perspective to the city’s sights. The lighting of skyscrapers and historic landmarks creates a dramatic backdrop for storytelling. The experience is smooth and easy, as comprehensive training ensures even first-time riders feel confident.

This tour’s small group size allows for interaction with the guide, who shares vivid stories about Chicago’s haunted alleyways and maritime tragedies like the 1915 Chicago River disaster. The nighttime atmosphere adds an extra thrill, especially when hearing about gangster murders that once haunted the city.

Travelers appreciate the pace of the tour, which covers more ground than walking but remains manageable. The timing ensures the city feels alive with lights and shadows, making it an ideal for night owls and history buffs alike.

Meeting Point and Practicalities

The tour begins at Absolutely Chicago Segway Tours on 300 E Monroe St. Arriving 15 minutes early is advised to check in, fill out waivers, and receive helmets. The training video and one-on-one orientation prepare all riders, regardless of experience, to handle the Segway confidently.

The group is capped at 8 travelers, fostering an intimate atmosphere. Since the tour operates in all weather, dressing in layers and weather-appropriate clothing is recommended, especially on colder or rainy evenings.

The tour ends back at the starting point, making it convenient for those staying nearby or planning further evening activities.

Exploring Chicago’s Haunted Landmarks on a Segway

The tour’s stops include several historic sites associated with tragedies and ghost stories. One notable location is the alley where more than 600 Chicagoans perished in the 1903 Iroquois Theatre fire. Standing in the site, the guide recounts the disaster’s details, offering a somber insight into the city’s past.

Another stop is a hotel ballroom on Michigan Avenue, where the faint sound of piano keys is said to linger without a performer. The Chicago Riverbanks, where 800 lives were lost in 1915 during the maritime disaster, give riders a chance to view the city’s waterway lit up at night.

The tour also delves into the infamous gangsters and murder stories that have shaped Chicago’s notorious reputation. The storytelling is lively and engaging, making these dark tales accessible and memorable.

View Chicago’s Nighttime Landmarks from a Segway

One of the tour’s highlights is the opportunity to see Chicago’s landmarks illuminated after dark. The city’s skyline, historic buildings, and bridges glow in the night sky, offering a stunning visual backdrop for the stories shared along the way.

Riding a Segway allows for more ground coverage than walking, so travelers can experience a wide array of sights in just 2 hours. The smooth ride combined with the bright city lights creates an atmosphere that is both lively and slightly mysterious.

The Role of the Tour Guides and Their Personalities

Multiple reviews praise guides like Tammie, Jeremy, Carrie, Shawn, and Kate for their knowledge, friendly demeanor, and fun storytelling. They keep the atmosphere light and ensure safety, constantly communicating hazards and providing reassurance for newcomers.

One reviewer notes that Tammie is the “best of the best,” while Carrie is described as hilarious and memorable. Guides not only teach how to ride but also share entertaining stories about Chicago’s haunted sites, gangster legends, and historical tragedies. Their approachable style makes even first-time Segway riders feel confident and engaged.

Safety and Training: Making Segway Riding Easy

Safety is a priority on this tour. Each participant receives a comprehensive orientation before the ride begins, including a training video and personal instruction. Helmets are fitted and worn at all times, and guides remain attentive to hazards, with clear communication throughout.

Most travelers find the Segways user-friendly, especially after the initial practice session. The training area is sufficiently large for beginners to get comfortable, though some recommend larger spaces for very first-time riders.

The pace of the tour is manageable, making it suitable for a wide range of physical abilities. The weight restrictions (100-260 pounds) ensure safety and optimal Segway operation.

Common Challenges and How to Prepare

A few reviews mention minor booking issues or delays, but staff are generally responsive and accommodating. Travelers are encouraged to arrive early and ensure their reservation is confirmed.

Dressing warmly is advised during colder months, as moving at a few miles per hour outdoors can get chilly. Participants must be at least 12 years old and comfortable riding a self-balancing scooter.

Who Should Consider This Haunted Segway Tour?

This tour appeals to those interested in Chicago’s dark history, ghost stories, and historic disasters. It’s especially suited for active travelers who enjoy small-group experiences and nighttime sightseeing.

Since the tour combines light physical activity with storytelling and sightseeing, it’s ideal for adults and older teenagers. The 2-hour duration makes it an engaging yet not overly demanding activity, perfect for a memorable evening in Chicago.

The Sum Up: A Nighttime Adventure with a Spooky Twist

The Chicago Segway Tour: Haunted Crime & The Outfit provides an entertaining blend of history, ghost stories, and iconic city views. At $75.48, the experience offers personalized guidance, easy Segway handling, and a chance to see Chicago’s illuminated landmarks after dark.

The tour’s focus on haunted sites and gangster legends makes it a compelling choice for those interested in Chicago’s more mysterious side. While some may wish for a few more stops or sites, the expert guides and lively storytelling compensate with engaging narratives and a fun ride.

This tour is well-suited for adventurous travelers looking for a unique, active way to explore Chicago’s nighttime scenery and chilling history. It’s a memorable experience that combines safety, fun, and fascinating tales in one evening adventure.

Frequently Asked Questions

Is this tour suitable for beginners?
Yes, the tour includes a full Segway orientation and training, making it accessible even for first-time riders. The training ensures everyone is comfortable before heading out.

What should I wear?
Dressing in weather-appropriate clothing is recommended, especially in colder months. Helmets are provided, and wearing layers helps stay comfortable during outdoor riding.

Are there any age or weight restrictions?
Participants must be at least 12 years old and weigh between 100 and 260 pounds for safety reasons.

What if it rains or the weather is bad?
The tour operates in all weather conditions, so you should dress accordingly. Rain or cold weather might affect the outdoor experience, but the storytelling and landmarks remain the same.

Can I cancel this tour if my plans change?
Yes, free cancellation is available up to 24 hours in advance, allowing flexibility if your schedule shifts.